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5-MeO-2-TMT: Difference between revisions

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Script assisted update of identifiers from ChemSpider, CommonChemistry and FDA for the Chem/Drugbox validation project - Updated: ChEMBL.
Importing Wikidata short description: "Chemical compound"
 
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{{Short description|Chemical compound}}
{{drugbox | verifiedrevid = 399333546
{{Drugbox
|
| verifiedrevid = 413277905
| IUPAC_name = 2-(5-methoxy-2-methyl-H-indol-3-yl)-N,N-dimethylethanamine
| IUPAC_name = 2-(5-methoxy-2-methyl-H-indol-3-yl)-N,N-dimethylethanamine
| image = 5-MeO-2,N,N-TMT.svg
| image = 5-MeO-2,N,N-TMT.svg
| width = 200
| width = 200

<!--Clinical data-->
| tradename =
| pregnancy_AU =
| pregnancy_US =
| pregnancy_category =
| legal_AU =
| legal_CA =
| legal_DE = NpSG
| legal_UK = Class A
| legal_US =
| legal_status =
| routes_of_administration =

<!--Pharmacokinetic data-->
| bioavailability =
| protein_bound =
| metabolism =
| elimination_half-life =
| excretion =

<!--Identifiers-->
| CAS_number = 67292-68-6
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = XZ2CCP18I2
| ATC_prefix =
| ATC_suffix =
| PubChem = 49756
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 45143
| ChemSpiderID = 45143
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| InChI = 1/C14H20N2O/c1-10-12(7-8-16(2)3)13-9-11(17-4)5-6-14(13)15-10/h5-6,9,15H,7-8H2,1-4H3
| InChIKey = ACEHBQPPDDGCGZ-UHFFFAOYAA
| smiles1 = O(c1cc2c(cc1)nc(c2CCN(C)C)C)C
| ChEMBL = 7143
| ChEMBL = 7143

<!--Chemical data-->
| C=14 | H=20 | N=2 | O=1
| smiles = CC1=C(C2=C(N1)C=CC(=C2)OC)CCN(C)C
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C14H20N2O/c1-10-12(7-8-16(2)3)13-9-11(17-4)5-6-14(13)15-10/h5-6,9,15H,7-8H2,1-4H3
| StdInChI = 1S/C14H20N2O/c1-10-12(7-8-16(2)3)13-9-11(17-4)5-6-14(13)15-10/h5-6,9,15H,7-8H2,1-4H3
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = ACEHBQPPDDGCGZ-UHFFFAOYSA-N
| StdInChIKey = ACEHBQPPDDGCGZ-UHFFFAOYSA-N
| melting_point =
| CAS_number = 67292-68-6
| ATC_prefix =
| melting_high =
| ATC_suffix =
| PubChem = 49756
| C=14 | H=20 | N=2 | O=1
| molecular_weight = 232.321 g/mol
| smiles = CC1=C(C2=C(N1)C=CC(=C2)OC)CCN(C)C
| melting_point =
| melting_high =
| bioavailability =
| protein_bound =
| metabolism =
| elimination_half-life =
| excretion =
| pregnancy_AU =
| pregnancy_US =
| pregnancy_category =
| legal_AU =
| legal_CA =
| legal_UK =
| legal_US =
| legal_status =
| routes_of_administration =
}}
}}


'''5-Methoxy-2,''N'',''N''-trimethyltryptamine''' ('''5-MeO-2,''N'',''N''-TMT''', '''5-MeO-TMT''') is a [[psychoactive drug]] of the [[tryptamine]] [[chemical class]] which acts as a [[psychedelic drug|psychedelic]]. It was first [[chemical synthesis|synthesized]] by [[Alexander Shulgin]] and reported in his book [[TiHKAL]] ("Tryptamines i Have Known And Loved").<ref>[http://www.erowid.org/library/books_online/tihkal/tihkal45.shtml Erowid Online Books : "TIHKAL" - #45 5-MEO-TMT]</ref> 5-MeO-TMT is claimed to show psychoactive effects at a dosage of 75-150&nbsp;mg orally, but these are relatively mild compared to those of other similar [[chemical compound|compound]]s. This suggests that while the [[methyl]] [[functional group|group]] on the 2-position of the [[molecule]] has impaired the [[binding (molecular)|binding]] of [[metabolic]] [[enzyme]]s like [[monoamine oxidase]] (MAO), it is also interfering with binding to and/or activation of the [[serotonin]] [[5-HT2A|5-HT<sub>2A</sub>]] [[Receptor (biochemistry)|receptor]], the target responsible for mediating the [[hallucinogen]]ic effects of such compounds.
'''5-Methoxy-2,''N'',''N''-trimethyltryptamine''' ('''5-MeO-2,''N'',''N''-TMT''', '''5-MeO-TMT''') is a [[psychoactive drug]] of the [[tryptamine]] [[chemical class]] which acts as a [[psychedelic drug|psychedelic]]. It was first [[chemical synthesis|synthesized]] by [[Alexander Shulgin]] and reported in his book [[TiHKAL]] ("Tryptamines i Have Known And Loved").<ref>[http://www.erowid.org/library/books_online/tihkal/tihkal45.shtml Erowid Online Books : "TIHKAL" - #45 5-MEO-TMT]</ref> 5-MeO-TMT is claimed to show psychoactive effects at a dosage of 75–150&nbsp;mg orally, but these are relatively mild compared to those of other similar [[chemical compound|compound]]s. This suggests that while the [[methyl]] [[functional group|group]] on the 2-position of the [[molecule]] has impaired the [[binding (molecular)|binding]] of [[metabolic]] [[enzyme]]s like [[monoamine oxidase]] (MAO), it is also interfering with binding to and/or activation of the [[serotonin]] [[5-HT2A|5-HT<sub>2A</sub>]] [[Receptor (biochemistry)|receptor]], the target responsible for mediating the [[hallucinogen]]ic effects of such compounds.


== See also ==
== See also ==
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{{Tryptamines}}
{{Tryptamines}}
{{Hallucinogenic tryptamines}}
{{Hallucinogenic tryptamines}}
{{TiHKAL}}


{{DEFAULTSORT:5-Methoxy-2,N,N-Trimethyltryptamine}}
{{DEFAULTSORT:5-Methoxy-2, N, N-Trimethyltryptamine}}
[[Category:Psychedelic tryptamines]]
[[Category:Psychedelic tryptamines]]
[[Category:Designer drugs]]